Mogroside V

CAS# 88901-36-4

Mogroside V

Catalog No. BCN1036----Order now to get a substantial discount!

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Quality Control of Mogroside V

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Chemical structure

Mogroside V

3D structure

Chemical Properties of Mogroside V

Cas No. 88901-36-4 SDF Download SDF
PubChem ID 24721270 Appearance White powder
Formula C60H102O29 M.Wt 1287.44
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Methanol : 260 mg/mL (201.95 mM; Need ultrasonic)
DMSO : 125 mg/mL (97.09 mM; Need ultrasonic)
Chemical Name (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,8S,9R,10R,11R,13R,14S,17R)-17-[(2R,5R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-11-hydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES CC(CCC(C(C)(C)O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)O)C4CCC5(C4(CC(C6(C5CC=C7C6CCC(C7(C)C)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)O)C)C
Standard InChIKey GHBNZZJYBXQAHG-KUVSNLSMSA-N
Standard InChI InChI=1S/C60H102O29/c1-23(9-13-35(57(4,5)79)88-55-50(89-54-49(78)43(72)38(67)29(20-63)84-54)45(74)40(69)31(86-55)22-81-52-47(76)42(71)37(66)28(19-62)83-52)24-15-16-58(6)32-12-10-25-26(60(32,8)33(64)17-59(24,58)7)11-14-34(56(25,2)3)87-53-48(77)44(73)39(68)30(85-53)21-80-51-46(75)41(70)36(65)27(18-61)82-51/h10,23-24,26-55,61-79H,9,11-22H2,1-8H3/t23-,24-,26-,27-,28-,29-,30-,31-,32+,33-,34+,35-,36-,37-,38-,39-,40-,41+,42+,43+,44+,45+,46-,47-,48-,49-,50-,51-,52-,53+,54+,55+,58+,59-,60+/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Mogroside V

The fruit of Siraitia grosvenorii Swingle.

Biological Activity of Mogroside V

DescriptionMogroside V is a widely used sweetener, has in vitro AMPK activating effect, it also has anti-inflammatory potential in murine macrophages and a murine ear edema model, and has the potential to protect against LPS-induced airway inflammation in a model of ALI.
TargetsAMPK | Immunology & Inflammation related
In vivo

Protective effects and mechanisms of mogroside V on LPS-induced acute lung injury in mice.[Pubmed: 24621273]

Pharm Biol. 2014 Jun;52(6):729-34.

Mogroside V, a compound isolated from Momordica grosvenori Swingle, which belongs to the Cucurbitaceae, is a traditional Chinese medicine reported to have anti-inflammatory potential in murine macrophages and a murine ear edema model. OBJECTIVE: To investigate the effects and mechanisms of action of this compound in a model of acute lung injury (ALI) induced by lipopolysaccharides (LPS).
METHODS AND RESULTS:
Female BALB/c mice were treated with commercial Mogroside V (2.5, 5 and 10 mg/kg) for 1 h prior to intranasal injection of LPS (10 μg in 50 μl). After 12 h, airway inflammation in the ALI model was determined by the wet/dry weight (W/D) ratio, myeloperoxidase (MPO) activity of lung tissue, leukocyte recruitment and cytokine levels in the bronchoalveolar lavage fluid (BALF). Additionally, lung tissue was examined by histology and western blotting to investigate the changes in pathology and the signalling in the presence and absence of Mogroside V. Mogroside V at 5 and 10 mg/kg inhibited airway inflammation induced by LPS as measured by the decrease in the histological changes (44 and 67.3% reduction in lung injury score, respectively), a 28.9 and 55.3% reduction in lung MPO activity, and inflammatory cell counts, interleukin-1β (IL-1β, 382 and 280 pg/ml, respectively), IL-6 (378 and 232 pg/ml, respectively) and tumor necrosis factor-α (TNF-α, 12.5 and 7.8 ng/ml, respectively) levels in the BALF. Additionally, Mogroside V treatment reduced the activation of cyclooxygenase 2 (COX-2), inducible NO synthase (iNOS), and the nuclear factor (NF)-κB.
CONCLUSIONS:
Together, these data suggest that Mogroside V has the potential to protect against LPS-induced airway inflammation in a model of ALI.

In vitro AMPK activating effect and in vivo pharmacokinetics of mogroside V, a cucurbitane-type triterpenoid from Siraitia grosvenorii fruits[Reference: WebLink]

Rsc Adv., 2016, 6(9):7034-41.

The aim of this study was to explore the anti-diabetic effects of cucurbitane-type triterpenoids, Mogroside V (MV) and its aglycone mogrol (MO), both isolated from the fruits of Siraitia grosvenorii Swingle, and to investigate the pharmacokinetic behaviors of MV and its metabolite MO in rats.
METHODS AND RESULTS:
The anti-diabetic effects by activating AMPK of MV and MO were evaluated in this study. Furthermore, a sensitive and specific liquid chromatography electrospray ionization-tandem mass spectrometry method for the simultaneous quantification of MV and its metabolite MO in rat plasma has been developed and validated. The assay has been successfully used for pharmacokinetic evaluation of MV and its metabolite MO after intravenous and oral administration of a single dose of MV in rats at 2.0 mg kg−1 and 5.0 mg kg−1, respectively. In vitro activities indicated that MV and its aglycone MO were both potent AMPK activators. MV and MO could activate the AMPK heterotrimer α2β1γ1 by 2.4 and 2.3 fold with an EC50 of 20.4 and 4.2 μM, respectively. This result suggested AMPK activation by MV and MO was proved to contribute at least partially to the anti-diabetic properties of S. grosvenorii. The pharmacokinetic results showed that MV was rapidly deglycosylated and metabolized into MO, and both of these were determined after intravenous administration of 2.0 mg kg−1 of MV in rats. MV was not detected in rat plasma after oral administration, whereas a trace amount of MO was found. The oral absolute bioavailability (F) of MV was estimated to be 8.73 ± 1.46% and the elimination half-life (t1/2) of metabolite MO in rats was 2.46 ± 0.19 h.
CONCLUSIONS:
It was indicated that MV showed poor absorption and/or strong metabolism in vivo. Its metabolite MO may be the main pharmacological activity form after oral administration of MV in rats.

Protocol of Mogroside V

Structure Identification
Phytochem Anal. 2013 Jul-Aug;24(4):381-5.

Analysis of Mogroside V in Siraitia grosvenorii with micelle-mediated cloud-point extraction.[Pubmed: 23349010]

Mogroside V is the main effective ingredient of Siraitia grosvenorii used as a natural sweet food as well as a traditional Chinese medicine. The sample pre-treatment prior to chromatographic analysis requires large amounts of toxic organic solvents and is time consuming. To develop an effective and simple method for extracting and determining Mogroside V of Siraitia grosvenorii.
METHODS AND RESULTS:
Mogroside V was extracted and preconcentrated by micelle-mediated cloud-point extraction with nonionic surfactant isotridecyl poly (ethylene glycol) ether (Genapol® X-080). The obtained solutions containing Mogroside V were analysed by high-performance liquid chromatography (HPLC) with ultraviolet (UV) detection. The chromatographic separation was performed on a C18 -column using gradient elution with acetonitrile and water at 203 nm. The cloud-point extraction yield was 80.7% while the pre-concentration factor was about 10.8. The limit of detection was 0.75 μg/mL and the limit of quantification was 2 μg/mL. The relative standard deviations for intra- and interday precisions of Mogroside V were less than 8.68% and 5.78%, respectively, and the recoveries were between 85.1% and 103.6%.
CONCLUSIONS:
The HPLC-UV method based on micelle-mediated cloud-point extraction for determination Mogroside V in Siraitia grosvenorii was environmentally friendly, simple and sensitive.

Mogroside V Dilution Calculator

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Mogroside V Molarity Calculator

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Preparing Stock Solutions of Mogroside V

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 0.7767 mL 3.8837 mL 7.7674 mL 15.5347 mL 19.4184 mL
5 mM 0.1553 mL 0.7767 mL 1.5535 mL 3.1069 mL 3.8837 mL
10 mM 0.0777 mL 0.3884 mL 0.7767 mL 1.5535 mL 1.9418 mL
50 mM 0.0155 mL 0.0777 mL 0.1553 mL 0.3107 mL 0.3884 mL
100 mM 0.0078 mL 0.0388 mL 0.0777 mL 0.1553 mL 0.1942 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Mogroside V

Exploring in vitro, in vivo metabolism of mogroside V and distribution of its metabolites in rats by HPLC-ESI-IT-TOF-MS(n).[Pubmed:26280925]

J Pharm Biomed Anal. 2015 Nov 10;115:418-30.

Mogroside V, a cucurbitane-type saponin, is not only the major bioactive constituent of traditional Chinese medicine Siraitiae Fructus, but also a widely used sweetener. To clarify its biotransformation process and identify its effective forms in vivo, we studied its metabolism in a human intestinal bacteria incubation system, a rat hepatic 9000g supernatant (S9) incubation system, and rats. Meanwhile, the distribution of Mogroside V and its metabolites was also reported firstly. Seventy-seven new metabolites, including 52 oxidation products formed by mono- to tetra- hydroxylation/dehydrogenation, were identified with the aid of HPLC in tandem with ESI ion trap (IT) TOF multistage mass spectrometry (HPLC-ESI-IT-TOF-MS(n)). Specifically, 14 metabolites were identified in human intestinal bacteria incubation system, 4 in hepatic S9 incubation system, 58 in faeces, 29 in urine, 14 in plasma, 34 in heart, 33 in liver, 39 in spleen, 39 in lungs, 42 in kidneys, 45 in stomach, and 51 in small intestine. The metabolic pathways of Mogroside V were proposed and the identified metabolic reactions were deglycosylation, hydroxylation, dehydrogenation, isomerization, glucosylation, and methylation. Mogroside V and its metabolites were distributed unevenly in the organs of treated rats. Seven bioactive metabolites of Mogroside V were identified, among which mogroside IIE was abundant in heart, liver, spleen and lung, suggesting that it may contribute to the bioactivities of Mogroside V. Mogroside V was mainly excreted in urine, whereas its metabolites were mainly excreted in faeces. To our knowledge, this is the first report that a plant constituent can be biotransformed into more than 65 metabolites in vivo. These findings will improve understanding of the in vivo metabolism, distribution, and effective forms of Mogroside V and congeneric molecules.

Analysis of Mogroside V in Siraitia grosvenorii with micelle-mediated cloud-point extraction.[Pubmed:23349010]

Phytochem Anal. 2013 Jul-Aug;24(4):381-5.

INTRODUCTION: Mogroside V is the main effective ingredient of Siraitia grosvenorii used as a natural sweet food as well as a traditional Chinese medicine. The sample pre-treatment prior to chromatographic analysis requires large amounts of toxic organic solvents and is time consuming. OBJECTIVE: To develop an effective and simple method for extracting and determining Mogroside V of Siraitia grosvenorii. METHODS: Mogroside V was extracted and preconcentrated by micelle-mediated cloud-point extraction with nonionic surfactant isotridecyl poly (ethylene glycol) ether (Genapol(R) X-080). The obtained solutions containing Mogroside V were analysed by high-performance liquid chromatography (HPLC) with ultraviolet (UV) detection. The chromatographic separation was performed on a C18 -column using gradient elution with acetonitrile and water at 203 nm. RESULTS: The cloud-point extraction yield was 80.7% while the pre-concentration factor was about 10.8. The limit of detection was 0.75 microg/mL and the limit of quantification was 2 microg/mL. The relative standard deviations for intra- and interday precisions of Mogroside V were less than 8.68% and 5.78%, respectively, and the recoveries were between 85.1% and 103.6%. CONCLUSION: The HPLC-UV method based on micelle-mediated cloud-point extraction for determination Mogroside V in Siraitia grosvenorii was environmentally friendly, simple and sensitive.

Protective effects and mechanisms of mogroside V on LPS-induced acute lung injury in mice.[Pubmed:24621273]

Pharm Biol. 2014 Jun;52(6):729-34.

CONTEXT: Mogroside V, a compound isolated from Momordica grosvenori Swingle, which belongs to the Cucurbitaceae, is a traditional Chinese medicine reported to have anti-inflammatory potential in murine macrophages and a murine ear edema model. OBJECTIVE: To investigate the effects and mechanisms of action of this compound in a model of acute lung injury (ALI) induced by lipopolysaccharides (LPS). MATERIALS AND METHODS: Female BALB/c mice were treated with commercial Mogroside V (2.5, 5 and 10 mg/kg) for 1 h prior to intranasal injection of LPS (10 mug in 50 mul). After 12 h, airway inflammation in the ALI model was determined by the wet/dry weight (W/D) ratio, myeloperoxidase (MPO) activity of lung tissue, leukocyte recruitment and cytokine levels in the bronchoalveolar lavage fluid (BALF). Additionally, lung tissue was examined by histology and western blotting to investigate the changes in pathology and the signalling in the presence and absence of Mogroside V. RESULTS: Mogroside V at 5 and 10 mg/kg inhibited airway inflammation induced by LPS as measured by the decrease in the histological changes (44 and 67.3% reduction in lung injury score, respectively), a 28.9 and 55.3% reduction in lung MPO activity, and inflammatory cell counts, interleukin-1beta (IL-1beta, 382 and 280 pg/ml, respectively), IL-6 (378 and 232 pg/ml, respectively) and tumor necrosis factor-alpha (TNF-alpha, 12.5 and 7.8 ng/ml, respectively) levels in the BALF. Additionally, Mogroside V treatment reduced the activation of cyclooxygenase 2 (COX-2), inducible NO synthase (iNOS), and the nuclear factor (NF)-kappaB. DISCUSSIONS AND CONCLUSIONS: Together, these data suggest that Mogroside V has the potential to protect against LPS-induced airway inflammation in a model of ALI.

Description

Mogroside V, a triterpenoid glycoside isolated from the extracts of Luo Han Guo, is a nonsugar sweetener. Mogroside V is nearly 300 times sweeter than sucrose. Mogrosides exhibit antioxidant, antidiabetic and anticancer activities. Mogrosides are sweeter than sucrose.

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